Outdoor Pool Hotels in Winter Haven, FL

Plan an escape to Central Florida to see beautiful lakes, escape to the coast for a day, and experience theme park magic. Whether you have a full travel itinerary or simply want to lounge by the pool, book the best Winter Haven outdoor pool hotels. You can spend your days out having fun in the sun or laze away the afternoon poolside. However you’ve built your agenda, we have a cozy room waiting for you at the end of the day.

Take time to explore the Winter Haven area and see some unique attractions. The Chain of Lakes is a great place experience the outdoors. With seven lakes connected by a series of canals, you can hop in a kayak and take a floating tour. Drink in panoramic views of the lush greenery on the shore and relish a serene float through Central Florida. LEGOLAND Florida is an exciting place to go on rides, build with the park’s namesake bricks, and enjoy unique art. Speaking of art, the Polk Museum of Art houses exhibits featuring contemporary art, pre-Columbian artifacts, and more. You can spend a couple of hours learning about the past and present of the Winter Haven area. Head to the downtown district to shop at unique boutiques, get a bite to eat, and wander among the locals.

Located inland from the Gulf of Mexico, our outdoor pool hotels in Winter Haven are a great place to call your vacation home base if you want to see more of Florida. With Orlando about an hour to the northeast and Tampa about the same distance west, you have a chance to see some of the most popular destinations in the Sunshine State. Take a day in Orlando and get your thrills at one of the many theme parks. It’s known as the Theme Park Capital of the World for a reason, so you’ll have plenty of options to choose from. Take time in Tampa to visit the beach or walk along the waterfront. Dine on fresh seafood, visit the aquarium, and walk through an art museum featuring timeless masterpieces.

Enjoy a comfortable stay every time you book one of our top outdoor pool hotels in Winter Haven. Whether you’re taking the family vacation of a lifetime or planning a quiet staycation, the hotel pool is a great way to cool off from the Florida heat. Soak up the sun poolside or go for a relaxing dip. When you’re finished in the pool area, head back to your air-conditioned room to unwind in a spacious sitting area and watch a streaming TV. You can also start your day with a quality workout at the well-equipped fitness center and fuel up with a free hot breakfast. Depending on where you stay, you’ll always find pet-friendly accommodations, in-room kitchens, and even EV parking. We’re happy to provide you with the features you expect to call each of our locations your home away from home.

Unlock exciting perks and rewards when you join Hilton Honors. Our rewards program is free to join and lets you earn points toward free nights, rental cars, airline transfers, and more. Continue to earn additional perks every day as you move up the rewards tiers. You’ll love taking advantage of everyday benefits like booking your stay at a discounted rate, choosing your room, and accessing the Hilton Honors app. Use the app to skip the front desk with digital check-in, find things to do in the area, and get into your room with a digital key. You’ll love getting more out of your stay as a Hilton Honors member.

Don’t forget to check out our nearby outdoor pool hotels in Tampa, Orlando, and Lakeland!